Cleaning compositions for solid surfaces – auxiliary compositions – Cleaning compositions or processes of preparing – For cleaning a specific substrate or removing a specific...
Reexamination Certificate
2002-04-17
2003-05-27
Delcotto, Gregory (Department: 1751)
Cleaning compositions for solid surfaces, auxiliary compositions
Cleaning compositions or processes of preparing
For cleaning a specific substrate or removing a specific...
C510S302000, C510S303000, C510S309000, C510S367000, C510S370000, C510S372000, C510S376000, C510S378000, C510S379000, C510S380000, C510S505000, C252S186380, C252S187100, C560S008000
Reexamination Certificate
active
06569826
ABSTRACT:
TECHNICAL FIELD
The present invention relates to free radical scavenging compounds, compositions containing and test methods using such compounds.
BACKGROUND
Free radical scavenging compounds are those which bind, typically harmful free radicals that are generated as by-products of reactions. These compounds are generally known in the art. Examples of commonly used free radical scavengers include butyl hydroxy toluene (BHT), butyl hydroxyanisole (BHA), tertiary butyl hydroquinone (TBHQ), non-tert buty; hydroquinone (MTBHQ), ascorbic acid, propyl gallate,
Radical scavengers can be used in a number of applications to bind free radicals, for example in medicine as an antioxidant, in the preservation of fuels and foods and to stabilise bleaching compositions. By the term free radical it is meant fragments of molecules having one or more unpaired electrons for example —Cl, —OH, —ClO and carbon-centered free radicals like —CR(R′)(R″) and benzene derived free radicals. The Applicants have developed a new radical scavenging compound which provides at least parity, but more often improved binding of free radicals versus radical scavengers currently available in the art, for example butyl hyroxy toluene (BHT) and those other radical scavengers listed above.
Bleaching compositions comprising either an oxygen-releasing or a hypohalite-releasing bleaching agent can become unstable and loose bleaching power over time. This is possibly due to the reaction of the bleaching agent with heavy metal ions present as impurities in, for example raw materials or water. This reaction results in the decomposition of the bleaching agent and the release of free radicals. The free radicals present in bleaching compositions are intensely reactive and it is believed, further catalyse the decomposition of the bleaching agent. The Applicants have found that by inclusion of the free radical scavenger of the present invention in a bleaching composition, the stability of the composition over time is improved. In fact the radical scavenger of the present invention provide parity or improved radical scavenging versus for radical scavengers currently available in the art, for example butyl hyroxy toluene (BHT) and those other radical scavengers listed above in bleaching compositions.
Furthermore, free radicals are also believed to be detrimental to the integrity of the surface being bleached, for example a fabric. It is believed that the free radicals initiate a reaction of the fabric fibers themselves. An example of which is the oxidation of free hydroxide groups of cotton fibers contributing to the degradation and premature aging of the fabric. Fabric degradation and premature aging are most often identified by a loss of whiteness of the fabric. Hence it is a further advantage of the present invention that fabric whiteness can be maintained or improved by washing the fabric with compositions as described herein.
Further still, it has also been found that the radical scavenger compound of the present invention is a useful tool in detecting the presence of free radicals in any application not limited to cleaning compositions. Thus in a further aspect of the present invention is defined a test method for detecting free radicals by measuring the intensity of a colour change.
SUMMARY OF THE INVENTION
According to the present invention there is provided a chromophoric compound of the formula
wherein the R
1
to R
4
groups can be either hydrogen, or methyl, or any alkyl or alkenyl or alkynyl group having from 1 to 20 carbon atoms.
In a further aspect of the present invention there is provided a cleaning composition comprising said compound. In yet a further aspect of the present invention there is provided a test method using said compound.
DETAILED DESCRIPTION OF THE INVENTION
The present invention relates to a chromophoric free radical scavenger having the general formula:
wherein the R
1
to R
4
groups can be either hydrogen, or methyl, or any alkyl or alkenyl or alkynyl group having from 1 to 20 carbon atoms.
The compounds of the present invention can be synthesised according to the general synthetic method described in the following diagram:
Guaiazaulene (1) and oxalyl bromide (2) are both commercially available products, as are most of the dihydroxybenzene derivatives.
Preferred synthesis routes for the radical scavenging compounds of the present invention are described in more detail in the following examples:
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U.S. patent application Ser. No. 10/110,917, Chiaradonna et al., filed Apr. 17, 2002.
Chiaradonna Giusepp
Cicogna Francesca
Del Duca Valerio
Franchi Emanuela
Ingrosso Giovanni
Delcotto Gregory
McBride James F.
Miller Steve W.
The Procter & Gamble & Company
Zerby Kim W.
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